In 1989, she had great success with the album My Name, which included top hits "Standing in My Rain", "Why", and "Leave a Light".

She made it through the semifinal process and emerged as the winner on 20 March 2004, going on to represent Sweden at the Eurovision Song Contest 2004 with the translated English-language version "It Hurts".

Philipsson's stage appearance caused much controversy in the Swedish press and media because her performance, in a short fuchsia pink dress and high heels, consisted of dancing with the microphone stand in a fashion similar to Aerosmith's Steven Tyler.

[citation needed] It also spawned the singles "Delirium", "Lena Anthem" and "På gatan där jag bor".

Because Melodifestivalen is a family show, her appearance as host was met with some controversy due to numerous jokes considered inappropriate for the audience.

[citation needed] Lena and Orup set up their own show at China Teatern in Stockholm at the same time as the album release.

At the same time, Lena and Orup recorded a duet album called Dubbel, released in November.

[citation needed] On 2 May 2024, Roxette founder Per Gessle announced Philipsson as the band's new female vocalist, replacing the late Marie Fredriksson.